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How to get fromMilwaukee to Winter Parkby plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, or train

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There are 7 ways to get from Milwaukee to Winter Park by plane, bus (Greyhound, Flixbus), train (Amtrak), car, bus, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly General Mitchell International Airport to Orlando

    best
    1. Fly from General Mitchell International Airport (MKE) to Orlando (MCO)plane plane MKE - MCO
    5h 45m
    $416–1,107

  2. Bus to Chicago O'Hare International Airport, fly to Orlando

    cheapest
    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Orlando (MCO)plane plane ORD - MCO
    7h 18m
    $112–456

  3. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus
    2. Take the bus from Chicago Bus Station to Washington Union Stationbus bus
    3. Take the bus from Washington Union Station to Orlando Bus Stationbus bus
    37h 47m
    $234–415

  4. Train (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train Hiawatha Service / ...
    2. Take the train from Chicago Union Station to Winter Park Amtrak Stationtrain train Floridian
    40h 28m
    $483–1,151

  5. Drive 1,197.1 mi

    1. Drive from Milwaukee to Winter Parkcar car 1,197.1 mi
    21h 28m
    $219–316

  6. Train to Chicago Midway International Airport, fly to Orlando

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Orlando (MCO)plane plane MDW - MCO
    7h 32m
    $222–544

  7. Fly General Mitchell International Airport to Tampa, train

    1. Fly from General Mitchell International Airport (MKE) to Tampa (TPA)plane plane MKE - TPA
    2. Take the train from Tampa to Winter Park Amtrak Stationtrain train
    8h 41m
    $684–1,168

Milwaukee to Winter Park by bus

Calendar9Weekly Buses
Duration37h 47mAverage Duration
Ticket$234Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Winter Park.ExpandLaunch map view
  • Distance: 1,092.9 mi
  • Duration: 5h 45m

What companies run services between Milwaukee, WI, USA and Winter Park, FL, USA?

Frontier Airlines, Southwest Airlines, and Delta fly from General Mitchell International Airport (MKE) to Orlando (MCO) every 4 hours. Alternatively, you can take a bus from Milwaukee Intermodal Station to New York Ave & Welbourne Ave via Chicago Bus Station, Washington Union Station, Orlando Bus Station, John Young Pkwy & Amelia St, and N Garland Ave & W Amelia St in around 37h 47m.

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